Hydrochloric Acid → HCID 67275120, compound

HRID 2172187Notes

Reaction equation

HRID 2172187 reaction equation
Cl.COC[O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][O:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=3)[CH2:14][CH2:13]2)=[CH:8][CH:7]=1>C(O)C>[F:31][C:29]([F:30])([F:32])[O:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][O:20][CH2:19][CH2:18][CH:15]2[CH2:14][CH2:13][N:12]([C:9]3[CH:8]=[CH:7][C:6]([OH:5])=[CH:11][CH:10]=3)[CH2:17][CH2:16]2)=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86709371HCID 86709371, compound

Product 1

HCID 67275120HCID 67275120, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

6 N hydrochloric acid (1 ml) was added to an ethanol solution (15 ml) of 1-(4-methoxymethoxyphenyl)-4-[2-(4-trifluoromethoxybenzyloxy)ethyl]piperidine (1.51 g) and stirred at 60° C. for 2 hours. The mixture was cooled to room temperature and concentrated under reduced pressure. A saturated sodium hydrogen carbonate aqueous solution was added to the residue, followed by extraction with dichloromethane. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure to afford the title compound as a pink solid (1.34 g).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionA saturated sodium hydrogen carbonate aqueous solution was added to the residue
  4. extractionfollowed by extraction with dichloromethane
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-810976e76c884978b3908031eb82536a
Source dataset
uspto-grants-2015_06
Patent number
US09051333B2

Reaction notes

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